Celebrate the end of summer in style with a memorable Labor Day Weekend cruise on the scenic waters of Annapolis, MD! Gather your friends and family for a festive tiki boat booze cruise, offering a unique way to relax and enjoy the holiday in the sailing capital of the US.
Departing from Nautilus Point Marina, just minutes from downtown, you’ll cruise up Back Creek, around Horn Point, and into the Annapolis Harbor. Take in the iconic sights of the US Naval Academy, Ego Alley, and Eastport as you enjoy a leisurely journey before returning back to the marina.
$45-55/person | 8-16 People | BYOB & BYOF | 1 hr 30 mins
Second time as a guest of this company. Professional and nice. Would recommend
Amazing time. Both the captain and the crew mate were engaging and provided positive vibes. Highly recommended….and will be back during spring
We had an excellent time on the Tilk cruise. The crew was fun and engaging, the sites and scenery were amazing. I highly recommend booking this cruise for your next gathering
It’s was an awesome experience for my best friend’s bachelorette party! We all had a blast on the tiki boat!
EPIC…from beginning to end! Thanks for making my birthday amazing!! Everyone enjoyed the evening….we will def be back!
Was a great little trip, smooth ride, decent amount of time but the people really bring it all together.
This was a great way for a dozen of us friends to spend an afternoon. The host team is very chill and let us just have a good time! The views all around Annapolis don’t hurt either. We all said we should do it again and often!
The crew was very accommodating and have us a wonderful trip and Annapolis. Forgot how beautiful our city is from the water. They did a fabulous job.
A time was had‼️ we will highly recommend. Mike and his co captain was amazing
We had a great time out on the water with our customers yesterday. It was the prefect day cruising the Annapolis area. The staff was very kind, informative on landmarks, and enjoyable to be around. I highly recommend taking the trip!
Girls working our boat were great! Fun and very informative, we had a great time!
We did a cruise for my wife’s birthday one evening, and it was terrific. Everyone was from Annapolis, but it was fun playing tourist and going through Spa Creek and Ego Alley on a party boat. Crew was fun and professional. Great evening.
We had a wonderful time on the tiki boat cruise- highlight of the bachelorette weekend!!
Awesome time! Took a lovely cruise around Annapolis with some family and friends. Brought our own food, drink and music. We all had a lot of fun. The staff was outstanding. Highly recommend.
Naptown Tiki Club helped us bring in our friends 51st BDay with a beautiful night cruise. Lovely way to see the Annapolis Harbor.
Great Trip Excellent Captain and Mate On board rest room ( Marine Head ) needs improvement.
We had a blast on this fun tiki boat based out of the Eastport neighborhood in Annapolis. The crew was SO nice and accommodating, the boat was perfect for our group of 11, and a night on the water was just what the doctor ordered. Bonus- there’s a bathroom on board! We had so so so much fun. Thank you so much! We will be back!
Hands down one of the best things I've done this summer. A group of us did the Tiki ride for my besties bday and had a blast. The captain & crew were amazing & very engaging. We plan to do it again soon.
Great way to tour Annapolis by water with family and friends.we felt safe and comfortable on the tiki boat even through the storm. The Captain of our pontoon boat did a great job of finding a safe cove where we rode out the storm. A little disappointing is the head on board. You need to be small and agile to step down into the head and it is very difficult to get out. The picture on the website does not reflect the actual head on the boat. All in all, it was a wonderful day out on the water.
Highly recommend!! We had the best time. Kind, considerate and FUN. thank you for the wonderful time helping us celebrate our bride!!
A great time had by all. We went with a group of ladies and enjoyed an afternoon out on the water. The crew was polite, friendly, and took great care of us. We will be back!
The Captain and Macie provided a fun, easy, and relaxed boat trip! Great people, showed up around the harbor and the town and we shared a lot of laughs. Loved this crew and cruise!!!
DO IT! Take the cruise! This was such a good time I would do it again. Our bookclub got together to celebrate a friend’s birthday and we all were soso happy we did this! The hour and a half was so beautiful. Great views. They had speakers so we could connect music. There’s a toilet on board which is GREAT! Just bring some hand sani. It’s BYOB so we brought drinks and snacks. The captain and host were so sweet. Everything was very neat, clean and smooth. So easy to get to and parking is free!!! Very close to downtown with lots of bars and restaurants. Loved it!
Captain & mate were great, very attentive and friendly. Boat was comfortable and gets the job done (you can also Bluetooth your music into their speakers). Our ride was safe and smooth with laid back vibes. Terrific Annapolis scenery and views all along the route. Something fun and different to do for both locals and visitors to the area. Enjoy!
This was amazing! Everyone was so friendly and welcoming. Couldn’t recommend more!
We cruised for my daughter’s 18th birthday and had an absolute blast. Everyone loved it, and the crew was amazing!!! I would highly recommend Naptown Tiki Club and can’t wait to book our next one.
These guys were the BEST! My and my Staffers at Addicted2bowling will be back in the near future!
An absolute blast!! Water was too choppy to head out to the larger bay, but we didn’t care. Cruising around looking at boats, surrounded by friends, good food & drink, cool breeze and a stunning sunset created a forever memory. Crew was competent, friendly and professional.
The two ladies running the show here made our trip!!! Thank you to you both for making the cruise so awesome.Will be back!!!
Had a beautiful day celebrating a best friend’s birthday, would definitely do it again! Great staff!
Had a great time celebrating a friends birthday aboard the tiki boat. The weather, and crew were fantastic!
This ride was very scenic, and entertaining. The captain and crew mate were cool, and I recommend the experience 👍🏾
The Cruise was amazing and the crew who worked it were Awesome and would request the same 2 for our next excursion. We are already planning another outing and trying to figure out how we could pay extra for a longer cruise! We all had a great time and looking forward to doing it again soon.
We got stuck in the storm, we got soaking wet, we danced our hearts out, and we’ll never forget our cruise with Naptown Tiki Club!Our group of girls had THE BEST time cruising around Annapolis! A lot of my girl friends have never been on the water downtown so it was fun for them to experience and all be together for a memorable night.100000% recommend!!
I highly recommend this fun tiki tour to locals and visitors to the area! We did a girls night out cruise around Annapolis. I’ve been to the city many times, but never seen it by water.Jack and Luke took excellent care of us and were really fun hosts.We cruised past many beautiful boats and homes. The boat has plenty of comfy seating and it is covered which came in handy because it poured while we were out. Then the sun came back and we saw a full rainbow! 🌈
Had a wonderful time with family celebrating my birthday. The crew was wonderful and accommodating. Will definitely come back.
What a phenomenal experience! My birthday was LIT aboard The Naptown Tiki.The two gentlemen who operated the tiki were great! Hats off to you for making my birthday memorable. 😘
Absolutely LOVED the tiki cruise!The captain and crew were polite, laid back, and friendly. The sound system on the boat was awesome - very good quality and added to the ambiance. The boat was clean and the bar chairs were comfortable.By far the most fun I've had in a while. It was the perfect thing to do to celebrate my Bachelorette in Annapolis.
Highly recommend!! The staff was great, we had a blast despite some rain, it was the perfect way to start off a bachelorette weekend!! You can bring all the food + drinks you want! The perfect amount of time too.
My girlfriends and I had THE BEST TIME last night on our cruise of Annapolis! We played our favorite music, sipped on beers, laughed so hard and our Captians Jack and Johnny were super fun. It was a really memorable night out with NO KIDS! haha Thank you Naptown Tiki Club!!! We'll be back!
Awesome trip with my coworkers. Capt. Jake and crew were awesome!! I'll definitely be back soon
Something fun and different for families or friends! Perfect for bachelor/ette parties, birthdays, anniversaries or a simple get-together out on the water!
Annapolis Labor Day Weekend Boat Rentals and Party Cruises
Our private boat charters are perfect for groups of 8 to 16, making them ideal for both intimate outings and lively celebrations. Bring your favorite beer, wine, champagne, hard seltzer, and canned cocktails—our party boats are BYOB! We’ll provide you with complimentary coolers to keep your drinks nice and cold.
Pair your beverages with your favorite homemade snacks or takeout meals, as all cruises are also BYO Food! Imagine cruising past Annapolis’s historic landmarks, enjoying your favorite playlist on our Bluetooth speakers, and soaking up the last rays of summer with your loved ones.
Spaces for our Labor Day Weekend cruises are limited and fill up quickly. Secure your spot today and make this holiday weekend one to remember with a fun-filled celebration on the water in Annapolis!